Woodstock, VT

Luxury Homes for Sale in Woodstock VT

22Results

Find your next luxury home in Woodstock, Vermont by viewing the latest listings. Contact Martha Diebold Real Estate to schedule a showing or request more information about any property. Register for an account to save your favorite listings and receive alerts when similar homes are listed.

Newest
New Listing
16 Church Street Woodstock VT 05091

$1,375,000

Woodstock, VT

16 Church Street

  • 4 Beds
  • 3 Baths
  • 0.52 Acres
  • 3,979 SqFt
  • 4 Days on Market
MLS#: 5100512
New Listing

$5,875,000

Woodstock, VT

115 Eastman Road

  • 3 Beds
  • 4 Baths
  • 68.92 Acres
  • 5,384 SqFt
  • 8 Days on Market
MLS#: 5099532
New Listing

$2,300,000

Woodstock, VT

915 Peterkin Hill Road

  • 5 Beds
  • 6 Baths
  • 9 Acres
  • 3,489 SqFt
  • 14 Days on Market
MLS#: 5098424
New Listing

$1,695,000

Woodstock, VT

2706 East Woodstock Road

  • 4 Beds
  • 4 Baths
  • 0.56 Acres
  • 4,800 SqFt
  • 25 Days on Market
MLS#: 5096963

$2,225,000

Woodstock, VT

473 Kendall Road

  • 4 Beds
  • 3 Baths
  • 15.94 Acres
  • 3,867 SqFt
  • 33 Days on Market
MLS#: 5095556

$2,950,000

Woodstock, VT

5798 South Road

  • 8 Beds
  • 8 Baths
  • 32 Acres
  • 6,200 SqFt
  • 38 Days on Market
MLS#: 5094600

$965,000

Woodstock, VT

358 Cowdrey Path

  • 3 Beds
  • 3 Baths
  • 2 Acres
  • 2,638 SqFt
  • 39 Days on Market
MLS#: 5094379

$2,900,000

Woodstock, VT

66 Hollow Farm Road

  • 5 Beds
  • 4 Baths
  • 105.1 Acres
  • 4,843 SqFt
  • 55 Days on Market
MLS#: 5091062

$1,395,000

Woodstock, VT

1522 Barnard Road

  • 5 Beds
  • 4 Baths
  • 6.2 Acres
  • 3,648 SqFt
  • 64 Days on Market
MLS#: 5089552

$2,500,000

Woodstock, VT

114 Oak Ridge Way

  • 4 Beds
  • 4 Baths
  • 17.65 Acres
  • 5,127 SqFt
  • 76 Days on Market
MLS#: 5087228

$1,895,000

Woodstock, VT

2394 Fletcher Hill Road

  • 2 Beds
  • 3 Baths
  • 14.9 Acres
  • 2,944 SqFt
  • 91 Days on Market
MLS#: 5084536

$1,600,000

Woodstock, VT

39 Elm Street, Unit B

  • 3 Beds
  • 4 Baths
  • 3,294 SqFt
  • 154 Days on Market
MLS#: 5076786
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Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated July 21, 2026 10:54 AM EDT